Product Name

  • Name

    1-Methylpyrazole

  • EINECS -0
  • CAS No. 930-36-9
  • Article Data39
  • CAS DataBase
  • Density 0.996 g/cm3
  • Solubility Soluble in water
  • Melting Point 36.5°C (estimate)
  • Formula C4H6N2
  • Boiling Point 126.999 °C at 760 mmHg
  • Molecular Weight 82.105
  • Flash Point 26.222 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance clear colorless to light yellow liquid
  • Safety 26-37/39-16
  • Risk Codes 10-36/37/38
  • Molecular Structure Molecular Structure of 930-36-9 (1-Methylpyrazole)
  • Hazard Symbols IrritantXi
  • Synonyms Pyrazole, 1-methyl- (6CI,7CI,8CI);1-Methyl-1H-pyrazole;
  • PSA 17.82000
  • LogP 0.42010

Synthetic route

NH-pyrazole
288-13-1

NH-pyrazole

methyl iodide
74-88-4

methyl iodide

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide at 0℃; for 6h;90%
With potassium tert-butylate; 18-crown-6 ether In diethyl ether for 1h; Ambient temperature;86%
With potassium hydroxide In water at 20 - 37℃;85%
1-methyl-1H-pyrazole-5-carboxylic acid
16034-46-1

1-methyl-1H-pyrazole-5-carboxylic acid

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
In neat (no solvent) at 235 - 250℃;81%
NH-pyrazole
288-13-1

NH-pyrazole

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
at 140℃; for 8h; atmospheric pressure;69%
at 115 - 140℃; for 8 - 9h;14%
NH-pyrazole
288-13-1

NH-pyrazole

dimethyl sulfate
77-78-1

dimethyl sulfate

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With sodium hydroxide60%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃;53%
1-methyl-5-(trimethylsilyl)-1H-pyrazole
92524-99-7

1-methyl-5-(trimethylsilyl)-1H-pyrazole

butyraldehyde
123-72-8

butyraldehyde

A

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

B

5-(1-hydroxybutyl)-1-methylpyrazole
92525-22-9

5-(1-hydroxybutyl)-1-methylpyrazole

Conditions
ConditionsYield
cesium fluoride In N,N-dimethyl-formamide at 50℃; for 1.33333h;A 30%
B 10%
NH-pyrazole
288-13-1

NH-pyrazole

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With sodium hydroxide; dimethyl sulfate
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ether
60-29-7

diethyl ether

A

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

B

1-methyl-1H-pyrazole-4-carboxylic acid
5952-92-1

1-methyl-1H-pyrazole-4-carboxylic acid

Conditions
ConditionsYield
anschl. mit CO2 bei -70grad;
malondialdehyde bis(diethyl acetal)
122-31-6

malondialdehyde bis(diethyl acetal)

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With ethanol; methylhydrazine sulfuric acid
1,2-dimethyl-1H-pyrazol-2-ium iodide
26429-26-5

1,2-dimethyl-1H-pyrazol-2-ium iodide

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
bei der trocknen Destillation;
bis(pyrazol-1-yl)methane
27258-04-4

bis(pyrazol-1-yl)methane

A

NH-pyrazole
288-13-1

NH-pyrazole

B

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

C

Tris(pyrazolyl)methane
80510-03-8

Tris(pyrazolyl)methane

Conditions
ConditionsYield
at 600 - 750℃; under 0.01 Torr;A 25.2 % Chromat.
B 10.0 % Chromat.
C 30.8 % Chromat.
at 600 - 750℃; under 0.01 Torr;A 25.2 % Chromat.
B 10 % Chromat.
C 30.8 % Chromat.
methyl iodide
74-88-4

methyl iodide

pyrazole silver

pyrazole silver

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With diethyl ether at 120℃; im Rohr;
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

diethyl ether
60-29-7

diethyl ether

phenyllithium
591-51-5

phenyllithium

A

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

B

1-methyl-1H-pyrazole-4-carboxylic acid
5952-92-1

1-methyl-1H-pyrazole-4-carboxylic acid

C

bromobenzene
108-86-1

bromobenzene

D

benzoic acid and 4-bromo-2-methyl-2H-pyrazole-3-carboxylic acid

benzoic acid and 4-bromo-2-methyl-2H-pyrazole-3-carboxylic acid

Conditions
ConditionsYield
anschl. mit CO2 bei -70grad;
methylpropargylhydrazine
7422-82-4

methylpropargylhydrazine

A

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

B

methyl-propa-1,2-dienyl-diazene

methyl-propa-1,2-dienyl-diazene

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane at 0℃;A 21 % Spectr.
B 65 % Spectr.
methyl-propa-1,2-dienyl-diazene

methyl-propa-1,2-dienyl-diazene

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
In benzene at 30℃;
pyridine
110-86-1

pyridine

1-methylpyrazolidine
16460-04-1

1-methylpyrazolidine

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With hydrogen sulfide
methanol
67-56-1

methanol

malonaldehydebis(dimethylacetal)
102-52-3

malonaldehydebis(dimethylacetal)

A

NH-pyrazole
288-13-1

NH-pyrazole

B

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
Stage #1: methanol With sulfuric acid; hydrazine hydrate at 0 - 25℃;
Stage #2: malonaldehydebis(dimethylacetal) at 68 - 69℃; for 2h;
Stage #3: With sodium hydroxide at 0 - 55℃;
A 82.2 %Chromat.
B 16.4 %Chromat.
NH-pyrazole
288-13-1

NH-pyrazole

methylene chloride
74-87-3

methylene chloride

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With sodium hydroxide In methanol at 50 - 55℃; under 1551.49 - 2585.81 Torr; for 6h;16.4 %Chromat.
NH-pyrazole
288-13-1

NH-pyrazole

sodium methylate
124-41-4

sodium methylate

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With carbonic acid dimethyl ester Reflux;
methyl 3-methoxyprop-2-enoate
34846-90-7

methyl 3-methoxyprop-2-enoate

methylhydrazine
60-34-4

methylhydrazine

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
In methanol for 16h; Inert atmosphere; Reflux;
4-iodo-1-methyl-1H-pyrazole
39806-90-1

4-iodo-1-methyl-1H-pyrazole

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; Pd/AlO(OH); water at 20℃; for 1.5h; Sonication; Schlenk technique;> 95 %Chromat.
C4H6AuClN2

C4H6AuClN2

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Conditions
ConditionsYield
In dimethyl sulfoxide
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

(1-methyl-1H-pyrazol-5-yl)boronic acid
720702-41-0

(1-methyl-1H-pyrazol-5-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h;
Stage #2: With Triisopropyl borate In tetrahydrofuran at -78 - 0℃;
Stage #3: With hydrogenchloride; water In tetrahydrofuran pH=6;
100%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 0℃;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane pH=6;
60%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at 5 - 20℃; for 1h;
Stage #2: With Trimethyl borate In tetrahydrofuran; hexane at -70℃; for 0.5h;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane at -15 - 20℃; for 1h;
38%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: With hydrogenchloride In water pH=6;
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

4-(2-methoxy-2-oxoethyl)-1-methyl-1H-1,2,4-triazol-4-ium bromide

4-(2-methoxy-2-oxoethyl)-1-methyl-1H-1,2,4-triazol-4-ium bromide

Conditions
ConditionsYield
for 72h;100%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

4-iodo-1-methyl-1H-pyrazole
39806-90-1

4-iodo-1-methyl-1H-pyrazole

Conditions
ConditionsYield
With iodine; iodic acid In tetrachloromethane; water; acetic acid at 50℃; for 1.5h;99%
With dihydrogen peroxide; iodine In water at 20℃; for 24h;91%
Stage #1: 1-methyl-1H-pyrazole With iodine for 0.166667h; Large scale;
Stage #2: With dihydrogen peroxide at 18 - 20℃; for 42.5h; Large scale;
91%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

[(norbornadiene)RhCl]2

[(norbornadiene)RhCl]2

Rh(1+)*Cl(1-)*C7H8*C3H3N2(CH3)*0.25CH2Cl2=[RhCl(C7H8)(C3H3N2(CH3))]*0.25CH2Cl2

Rh(1+)*Cl(1-)*C7H8*C3H3N2(CH3)*0.25CH2Cl2=[RhCl(C7H8)(C3H3N2(CH3))]*0.25CH2Cl2

Conditions
ConditionsYield
With CH2Cl2 In dichloromethane inert atmosphere; stirring (25°C, 2 h); solvent redn. (vac.), pptn. on hexane addn., filtn., washing (hexane), drying (vac.); elem. anal.;99%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

rhodium (II) octanoate dimer
73482-96-9

rhodium (II) octanoate dimer

[Rh2(octanoato)4(1-methylpyrazole)]
1268445-96-0

[Rh2(octanoato)4(1-methylpyrazole)]

Conditions
ConditionsYield
In chloroform (N2); a soln. of ligand added to Rh complex in CHCl3, stirred at room temp. for 1 h; evapd. (vac.); elem. anal.;99%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

rhodium (II) octanoate dimer
73482-96-9

rhodium (II) octanoate dimer

[Rh2(octanoato)4(1-methylpyrazole)2]
1268445-97-1

[Rh2(octanoato)4(1-methylpyrazole)2]

Conditions
ConditionsYield
In chloroform (N2); a soln. of ligand added to Rh complex in CHCl3, stirred at room temp. for 1 h; evapd. (vac.); elem. anal.;99%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methyl-3-nitro-1H-pyrazole
54210-32-1

1-methyl-3-nitro-1H-pyrazole

Conditions
ConditionsYield
With silica-sulfuric acid impregnated with bismuth nitrate In tetrahydrofuran at 20℃; for 6h; Reagent/catalyst; Green chemistry;98%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

4-Octyne
1942-45-6

4-Octyne

C12H20N2

C12H20N2

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); trimethylaluminum In hexane; toluene at 35℃; for 12h;96%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methyl-3,4-dinitropyrazole
66296-67-1

1-methyl-3,4-dinitropyrazole

Conditions
ConditionsYield
With bismuth(III) nitrate In tetrahydrofuran at 20℃; for 12h;96%
With silica-sulfuric acid impregnated with bismuth nitrate In tetrahydrofuran at 20℃; for 6h; Reagent/catalyst; Green chemistry;92%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

di(rhodium)tetracarbonyl dichloride

di(rhodium)tetracarbonyl dichloride

cis-chloro(dicarbonyl)(1-methylpyrazole)rhodium(I)
1392329-57-5

cis-chloro(dicarbonyl)(1-methylpyrazole)rhodium(I)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 6h; Inert atmosphere;96%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Fe(CO)2[o-{η2-(H-SiMe)2}C6H4][o-(SiMe)2C6H4]

Fe(CO)2[o-{η2-(H-SiMe)2}C6H4][o-(SiMe)2C6H4]

Fe(Me2SiC6H4SiMe2)(1-methylpyrazole)2(CO)2

Fe(Me2SiC6H4SiMe2)(1-methylpyrazole)2(CO)2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h; Schlenk technique;96%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methyl-4-((phenylethynyl)sulfonyl)benzene
28995-88-2

1-methyl-4-((phenylethynyl)sulfonyl)benzene

1-methyl-5-(phenylethynyl)-1H-pyrazole

1-methyl-5-(phenylethynyl)-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In diethyl ether; hexane at 0℃;
Stage #2: 1-methyl-4-((phenylethynyl)sulfonyl)benzene In diethyl ether for 0.25h; Inert atmosphere;
96%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

2,3,5,6-tetrafluoropyridine
2875-18-5

2,3,5,6-tetrafluoropyridine

C9H5F4N3

C9H5F4N3

Conditions
ConditionsYield
With chloro(dimethylsulfide) gold(I); silver(I) acetate; I,I-bis(acetoxy)iodobenzene In 1,4-dioxane at 100℃; for 15h; Inert atmosphere; regioselective reaction;96%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

(4-bromo-6-formyl-benzothiazol-2-yl)-carbamic Acid tert-butyl Ester
1155287-20-9

(4-bromo-6-formyl-benzothiazol-2-yl)-carbamic Acid tert-butyl Ester

{4-Bromo-6-[hydroxy-(2-methyl-2H-pyrazol-3-yl)-methyl]-benzothiazol-2-yl}-carbamic Acid tert-butyl Ester
1155287-24-3

{4-Bromo-6-[hydroxy-(2-methyl-2H-pyrazol-3-yl)-methyl]-benzothiazol-2-yl}-carbamic Acid tert-butyl Ester

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; methanol; hexane at -78 - 20℃; for 1.5h;
Stage #2: (4-bromo-6-formyl-benzothiazol-2-yl)-carbamic Acid tert-butyl Ester In tetrahydrofuran; hexane at -58 - 20℃; for 2h;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water
95%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

N,N-diethylacrylamide
2675-94-7

N,N-diethylacrylamide

(E)-N,N-diethyl-3-(1-methyl-1H-pyrazol-4-yl)acrylamide

(E)-N,N-diethyl-3-(1-methyl-1H-pyrazol-4-yl)acrylamide

Conditions
ConditionsYield
With 4,5-Diazafluoren-9-one; oxygen; palladium diacetate; trifluoroacetic acid; p-benzoquinone In 1,4-dioxane at 100℃; under 760.051 Torr; for 24h; regioselective reaction;95%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

2-(2-aminoethyl)-1-methyl-1H-pyrazol-2-ium bromide hydrobromide

2-(2-aminoethyl)-1-methyl-1H-pyrazol-2-ium bromide hydrobromide

Conditions
ConditionsYield
In ethanol at 80℃; for 72h;94.3%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

dimethyldimethoxysilan
1112-39-6

dimethyldimethoxysilan

Nonafluorobutanesulfonyl fluoride
375-72-4

Nonafluorobutanesulfonyl fluoride

A

N,N-dimethylimidazoliumperfluorobutylsulfonate

N,N-dimethylimidazoliumperfluorobutylsulfonate

B

dimethyldifluorosilane
353-66-2

dimethyldifluorosilane

Conditions
ConditionsYield
In diethyl ether 35°C , 24 h;A 94%
B n/a
In diethyl ether 35°C , 24 h;A 94%
B n/a
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

[Rh(CO)2(μ-I)]2

[Rh(CO)2(μ-I)]2

cis-iodo(dicarbonyl)(1-methylpyrazole)rhodium(I)
1392329-62-2

cis-iodo(dicarbonyl)(1-methylpyrazole)rhodium(I)

Conditions
ConditionsYield
In dichloromethane at -10.16 - 20℃; Inert atmosphere;94%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

3-bromopropylamine hydrochloride
5003-71-4

3-bromopropylamine hydrochloride

2-(3-aminopropyl)-1-methyl-1H-pyrazol-2-ium bromide hydrobromide

2-(3-aminopropyl)-1-methyl-1H-pyrazol-2-ium bromide hydrobromide

Conditions
ConditionsYield
In ethanol at 80℃; for 72h;93.2%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Triisopropyl borate
5419-55-6

Triisopropyl borate

(1-methyl-1H-pyrazol-5-yl)boronic acid
720702-41-0

(1-methyl-1H-pyrazol-5-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h;
Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃;
93%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexanes at -78 - 0℃; for 1h;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexanes; water for 1h;
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

(4-fluorophenyl)(1-methyl-1H-pyrazol-5-yl)methanol
1020712-91-7

(4-fluorophenyl)(1-methyl-1H-pyrazol-5-yl)methanol

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.0833333h;
Stage #2: 4-fluorobenzaldehyde In tetrahydrofuran at -78 - 20℃; for 1h;
Stage #3: With ammonium chloride In water
93%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

Trimethyl borate
121-43-7

Trimethyl borate

(1-methyl-1H-pyrazol-5-yl)boronic acid
720702-41-0

(1-methyl-1H-pyrazol-5-yl)boronic acid

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃; for 4h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -70℃;
93%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methylpyrazole hydrobromide

1-methylpyrazole hydrobromide

Conditions
ConditionsYield
With hydrogen bromide93%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

5-iodo-1-methyl-1H-pyrazole
34091-51-5

5-iodo-1-methyl-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With (PMDETA)2K2Mg(CH2SiMe3)4 at 0℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #2: With iodine for 1h; Inert atmosphere; Schlenk technique; regioselective reaction;
92%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.25h;
Stage #2: With iodine In tetrahydrofuran at 20℃; for 1h;
90%
Stage #1: 1-methyl-1H-pyrazole With (THF)Li(TMP)Zn(tBu)2 In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; regioselective reaction;
89%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

palladium dichloride

palladium dichloride

1,3-bis[2,6-diisopropylphenyl]imidazolium chloride
250285-32-6

1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

C31H42Cl2N4Pd

C31H42Cl2N4Pd

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 80℃; for 18h; Inert atmosphere; Sealed tube;91%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

5-bromo-1-methyl-1H-pyrazole

5-bromo-1-methyl-1H-pyrazole

Conditions
ConditionsYield
With ferric(III) bromide; bromine In tert-butyl methyl ether at 0 - 20℃;90.5%
With n-butyllithium; bromine In tetrahydrofuran at -76 - -70℃; Inert atmosphere;47.5%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

5-Chloro-1-methylpyrazole
42110-76-9

5-Chloro-1-methylpyrazole

Conditions
ConditionsYield
With aluminum (III) chloride; chlorine In tert-butyl methyl ether at 0 - 20℃;90.5%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1-methyl-1H-pyrazole-5-carbaldehyde
27258-33-9

1-methyl-1H-pyrazole-5-carbaldehyde

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 2.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -20℃; for 1h;
90%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 2.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -20℃; for 1h;
90%
Stage #1: 1-methyl-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane for 1h; Inert atmosphere;
58%
1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole
847818-74-0

1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane With C26H50CoN4O2 at 20℃; for 0.0833333h; Inert atmosphere; Glovebox;
Stage #2: 1-methyl-1H-pyrazole at 80℃; for 48h; Inert atmosphere; Sealed tube;
90%

1-Methylpyrazole Specification

The 1-Methylpyrazole, with the CAS registry number 930-36-9, is also known as 1H-Pyrazole,1-methyl-. It belongs to the product categories of Pyrazoles & Triazoles; Building Blocks; Heterocyclic Building Blocks; Pyrazoles. This chemical's molecular formula is C4H6N2 and molecular weight is 82.10. What's more, its systematic name is 1-Methyl-1H-pyrazole. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from strong oxidants.

Physical properties of 1-Methylpyrazole are: (1)ACD/LogP: -0.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.14; (4)ACD/LogD (pH 7.4): -0.14; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 19.97; (8)ACD/KOC (pH 7.4): 19.98; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.82 Å2; (13)Index of Refraction: 1.525; (14)Molar Refractivity: 25.25 cm3; (15)Molar Volume: 82.394 cm3; (16)Polarizability: 10.01×10-24cm3; (17)Surface Tension: 35.0 dyne/cm; (18)Density: 0.996 g/cm3; (19)Flash Point: 26.222 °C; (20)Enthalpy of Vaporization: 34.972 kJ/mol; (21)Boiling Point: 126.999 °C at 760 mmHg; (22)Vapour Pressure: 13.8 mmHg at 25°C.

Preparation: this chemical can be prepared by 1H-pyrazole and iodomethane at the ambient temperature. This reaction will need reagent potassium tert-butoxide and solvent diethyl ether with the reaction time of 1 hour. This reaction will also need catalyst 18-crown-6. The yield is about 86%.

1-Methylpyrazole can be prepared by 1H-pyrazole and iodomethane at the ambient temperature

Uses of 1-Methylpyrazole: it can be used to produce 1-methyl-4-nitro-1H-pyrazole. It will need reagents HNO3, H2SO4. The yield is about 60%.

1-Methylpyrazole can be used to produce 1-methyl-4-nitro-1H-pyrazole

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: n1cccn1C
(2)Std. InChI: InChI=1S/C4H6N2/c1-6-4-2-3-5-6/h2-4H,1H3
(3)Std. InChIKey: UQFQONCQIQEYPJ-UHFFFAOYSA-N  

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